| Year | Association | Category | Result |
|---|
| 2008 | International Bluegrass Music Association[21] | Entertainer of the Year | Won |
| Vocal Group of the Year | Won |
| Male Vocalist Of The Year ("Jamie Dailey") | Won |
| Album Of The Year ("Dailey & Vincent") | Won |
| Song Of The Year ("By the Mark") | Nominated |
| Gospel Recorded Performance Of The Year ("By The Mark") | Won |
| Emerging Artist of the Year | Won |
| Bass Player Of The Year ("Darrin Vincent") | Nominated |
| 2009 | SPBGMA Awards | Bluegrass Album Of The Year ("Dailey & Vincent") | Nominated |
| Bass Fiddle Performer Of The Year ("Darrin Vincent") | Won |
| Contemporary Male Vocalist Of The Year ("Jamie Dailey") | Won |
| Contemporary Gospel Group Of The Year | Won |
| Vocal Group Of The Year | Won |
| Bluegrass Band Of The Year | Won |
| Song Of the Year ("By The Mark") | Won |
| Entertaining Group Of The Year | Nominated |
| Entertainer Of The Year ("Jamie Dailey") | Nomina
|